Reaktion #662963

Reaktionsgleichung

title compound

1-(2-cyclopropylethyl)-2-iodo-4-methylsulfonylbenzene

1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one

Na2CO3

EA

EtOAc

→

title compound

Ausbeute 55.0%

5-[2-(2-cyclopropylethyl)-5-methylsulfonylphenyl]-1-methylpyridin-2-one

Ausbeute 55.0%

Lösungsmittel

DMF H2O

Reaktionsbedingungen

Vorschrift

The title compound of step 3 (120 mg, 0.34 mmol), 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one (89 mg, 0.37 mmol), Na2CO3 (72 mg, 0.68 mmol) and Pd(dppf)Cl2 (15 mg) in DMF/H2O (6 ml/1.5 ml) under N2 were heated at100° C. for 1 h. EA extractive work up and preparative TLC (PE:EtOAc=0:1) gave the title compound (62 mg, 55%). 1H NMR (CD3OD, 400 MHz): δ 7.92 (dd, J1=2.4 Hz, J2=5.6 Hz, 1H), 7.81 (d, J=2 Hz, 1H), 7.78 (d, J=2.4 Hz, 1H), 7.65-7.61 (m, 2H), 6.69 (m, J=9.2 Hz, 1H), 3.69 (s, 3H), 3.17 (s, 3H), 2.89-2.86 (m, 2H), 1.51-1.45 (m, 2H), 0.68-0.65 (m, 1H), 0.45-0.40 (m, 2H), 0.04-0.00 (m, 2H). LCMS: 332 (M+1)+

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